HCID 49780163, 화합물 → HCID 49780164, 화합물

HRID 574684노트

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HRID 574684 반응식
[F:1][C:2]([F:28])([F:27])[O:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:26])[NH:12][CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)=[CH:6][CH:5]=1>Cl>[NH:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:11]([NH:10][C:7]2[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:27])[F:28])=[CH:5][CH:6]=2)=[O:26])[CH2:14][CH2:15]1

참가 물질

3

반응물 1

HCID 49780163HCID 49780163, 화합물

생성물 1

HCID 49780164HCID 49780164, 화합물

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

tert-butyl 4-(3-(4-(trifluoromethoxy)phenyl)ureido)piperidine-1-carboxylate (7.5 g, 18.6 mmol) was dissolved in HCl solution (2 M, MeOH, 100 mL). The resulting solution was refluxed for 2 h. The solvent was removed under vacuo and the crude was washed by dichloromethane twice and was basified to pH 10 by NaOH solution (6N). The final precipitates (5.6 g, 18.5 mmol, 99%) were filtered and dried under high vacuum. The final product (PTU/2) was served as a scaffold for the following urea inhibitors synthesis. 1H NMR (d6-DMSO, 300 Mhz): ∂ 1.19 (m, 2H), 1.74 (d, J=9 Hz, 2H), 2.10 (br, 1H), 2.48 (m, 2H), 2.87 (d, J=9 Hz, 2H), 2.90 (m, 1H), 6.18 (d, J=8 Hz, 1H), 7.20 (d, J=9 Hz, 2H), 7.46 (d, J=9 Hz, 2H), 8.52 (s, 1H). 19F NMR (d6-DMSO, 300 Mhz): ∂ 57.17.

후처리

  1. temperatureThe resulting solution was refluxed for 2 h
  2. customThe solvent was removed under vacuo
  3. washthe crude was washed by dichloromethane twice
  4. customThe final precipitates (5.6 g, 18.5 mmol, 99%)
  5. filtrationwere filtered
  6. customdried under high vacuum
  7. customThe final product (PTU/2) was served as a scaffold for the following urea inhibitors synthesis

출처 및 근거

ORD 기록
ord-b41d3f68298047adb37f985db23b368c
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09034903B2

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